(6aS,11aS)-4-[(5-hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-yl)methyl]-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol

Details

• Internal ID: ed7204e8-5479-40c3-ae60-a44a6c16b3f1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
• IUPAC Name: (6aS,11aS)-4-[(5-hydroxy-6-methoxy-3-phenyl-1-benzofuran-2-yl)methyl]-9-methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3COC4=C(C3O2)C=CC(=C4CC5=C(C6=CC(=C(C=C6O5)OC)O)C7=CC=CC=C7)O
• SMILES (Isomeric): COC1=CC2=C(C=C1)[C@H]3COC4=C([C@H]3O2)C=CC(=C4CC5=C(C6=CC(=C(C=C6O5)OC)O)C7=CC=CC=C7)O
• InChI: InChI=1S/C32H26O7/c1-35-18-8-9-19-23-16-37-31-20(32(23)39-26(19)12-18)10-11-24(33)21(31)14-29-30(17-6-4-3-5-7-17)22-13-25(34)28(36-2)15-27(22)38-29/h3-13,15,23,32-34H,14,16H2,1-2H3/t23-,32-/m1/s1
• InChI Key: SSIXCFHXDHZPDB-JIYROHSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₇
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.16785316 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.73
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9694	96.94%
Caco-2	-	0.7111	71.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8837	88.37%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.8984	89.84%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8683	86.83%
P-glycoprotein inhibitior	+	0.9303	93.03%
P-glycoprotein substrate	+	0.5633	56.33%
CYP3A4 substrate	+	0.6590	65.90%
CYP2C9 substrate	-	0.6458	64.58%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7198	71.98%
CYP2C9 inhibition	+	0.6674	66.74%
CYP2C19 inhibition	+	0.8036	80.36%
CYP2D6 inhibition	-	0.7632	76.32%
CYP1A2 inhibition	-	0.5806	58.06%
CYP2C8 inhibition	+	0.8807	88.07%
CYP inhibitory promiscuity	+	0.7907	79.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8673	86.73%
Skin irritation	-	0.8485	84.85%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.5572	55.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.8949	89.49%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8430	84.30%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.8897	88.97%
Androgen receptor binding	+	0.8270	82.70%
Thyroid receptor binding	+	0.7205	72.05%
Glucocorticoid receptor binding	+	0.8739	87.39%
Aromatase binding	+	0.5473	54.73%
PPAR gamma	+	0.7834	78.34%
Honey bee toxicity	-	0.7514	75.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.8386	83.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.85%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.62%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.71%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.53%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	91.50%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.94%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.64%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.29%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	90.26%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.20%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.46%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.96%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.98%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.30%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.64%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.36%	93.99%
CHEMBL3438	Q05513	Protein kinase C zeta	83.09%	88.48%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.06%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.10%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.03%	95.89%

Plants that contains it

• Dalbergia nitidula

Cross-Links

• PubChem: 10075433
• LOTUS: LTS0032902
• wikiData: Q105259717